? Br CN

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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synthesis for this

?
Br
CN
Transcribed Image Text:? Br CN
Expert Solution
Step 1-Introduction

The Grignard reagent is denoted by the formula R-MgX, where R is an alkyl or aryl group and X is a halogen. The key feature of this reagent is its high nucleophilicity. Grignard reagents can undergo nucleophilic addition on the carbonyl compounds to furnish the corresponding alcohol. The tertiary alkyl halides can be synthesized from the corresponding tertiary alcohols by treating them with the concentrated acids. 

Step 2-Synthetic methodology

The reaction of butyronitrile with methyl magnesium bromide followed by the hydrolysis produces 2-pentanone. The ketone on further reaction with propyl magnesium bromide followed by the hydrolysis yields the tertiary alcohol, 4-methylheptan-4-ol. On reaction with HBr, the tertiary alcohol yields the corresponding tertiary alkyl bromide, 4-bromo-4-methylheptane via the formation of the tertiary carbocation. The scheme is provided below:

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